3-fluoro-N'-hydroxybenzene-1-carboximidamide → 4-({3-(4-Ethylphenyl)-5-[3-(3-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}carbonyl)-morpholine

HRID 1642867Notes

Reaction equation

HRID 1642867 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:23]([OH:25])=O)[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[F:26][C:27]1[CH:28]=[C:29]([C:33](=[N:35]O)[NH2:34])[CH:30]=[CH:31][CH:32]=1>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:10][CH:11]([C:23]3[O:25][N:35]=[C:33]([C:29]4[CH:30]=[CH:31][CH:32]=[C:27]([F:26])[CH:28]=4)[N:34]=3)[CH2:12][N:13]([C:15]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[O:16])[CH2:14]2)=[CH:5][CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 40909723-fluoro-N'-hydroxybenzene-1-carboximidamideHCID 580022255-(4-Ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carboxylic acid

Product 1

HCID 580022084-({3-(4-Ethylphenyl)-5-[3-(3-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}carbonyl)-morpholine

Procedure

69 mg (0.20 mmol) of 5-(4-ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carboxylic acid (Example 38A) and 34 mg (0.22 mmol, 1.1 eq.) of 3-fluoro-N′-hydroxybenzenecarboximidamide were reacted according to the General Method 1. Yield: 55 mg (58% of theory)

Sources & evidence

ORD record
ord-deac8459ab44415e8451a048362f685c
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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